Besides using lots of lube, what else can I do to make anal sex more enjoyable for my girlfriend?

–Good Guy

Great question! I wish every guy put this one on top of his list. The first thing is to do is talk to her and ask her what she likes. She is your best source of information, even better than me, since she knows her body best. She may like a particular position, for example. Or maybe she wants to try out a new toy. Or maybe she wants to have anal sex as part of a roleplaying fantasy. Ask her. Speaking of positions, experiment with different angles to see which ones give you the most indirect G-spot stimulation, since that is one of the ways women get off from anal penetration. And, of course, I recommend clitoral stimulation and lots of it. If you can reach her clit comfortably, have at it, otherwise, she can use her own hand or a vibrator. Working her clit while you fuck her ass will not only enhance her pleasure, it may also make her come.